2026-04-27T13:14:10Zhttps://riubu.ubu.es/oai/requestoai:riubu.ubu.es:10259/42782022-04-29T12:02:48Zcom_10259_3593com_10259_5086com_10259_2604col_10259_3594
2016-11-22T09:15:54Z
urn:hdl:10259/4278
Brønsted Acid-Catalyzed Cascade Reactions Involving 1,2-Indole Migration
Álvarez Manuel, Estela
Nieto Faza, Olalla .
Silva López, Carlos
Fernández Rodríguez, Manuel A.
Sanz Díez, Roberto
benzofulvenes
Brønsted acid
catalysis
indolemigration
Nazarov cyclization
A cascade reaction of indoles with propargylic diols
involving an unprecedented metal-free 1,2-indole migration onto an
alkyne is here described. DFT calculations support a mechanism
consisting in a concerted nucleophilic attack of the indole nucleus
with loss of water followed by the 1,2-migration and subsequent
Nazarov cyclization. This Brønsted acid-catalyzed protocol affords
indole-functionalized benzofulvene derivatives in high yields.
2016-11-22T09:15:54Z
2016-11-22T09:15:54Z
2015-09
info:eu-repo/semantics/article
0947-6539
http://hdl.handle.net/10259/4278
eng
Chemistry-a european journal. 2015, V. 21, n. 37, p. 12889–12893
http://dx.doi.org/10.1002/chem.201502174
info:eu-repo/semantics/openAccess
Wiley-VCH Verlag